Connectedness and shared experience is arguably the core of our humanity. Does AI enrich our connections, or challenge them? These AI generated images, created through multiple refined enquiries into AI neural network text-to-image interface, DALL-E, challenge the comfort of the audience to read their cryptic spaces and people. Using new technologies, these liminal spaces manipulate the familiar - becoming ineffable. Trying to interpret these AI-generated sites and people reveals our human nature to find ways to understand and create meaning in the familiar/unfamiliar virtual world.